Spotted: Serena van der Woodsen, back on the Upper East Side, looking effortless as ever. If Blair Waldorf was Gossip Girl‘s rule-follower in headbands, Serena was the girl who threw on whatever was nearest and still stopped traffic. Tall boots, slouchy bags, sequins at noon and a gold gown by night: her style defined the late 2000s. Here are 23 of her best looks.
What made Serena’s style work
Costume designer Eric Daman built Serena as Blair’s opposite. Where Blair is polished and preppy, Serena is undone and a little bohemian: the Constance uniform worn with the shirt untucked, a vintage-looking jacket over a sequinned skirt, jewellery piled on. She mixes high and low, shiny and soft, and never looks like she tried. In the evenings, she glows in gold and metallics.
Her signatures:
- Tall boots and opaque tights
- Sequinned skirts and cardigans worn in the daytime
- Leather and military-style jackets
- Big, slouchy bags
- Layered necklaces and stacked bangles
- Gold for every big night
The 23 best Serena van der Woodsen outfits
1. Back on the Upper East Side
Image: Pinterest · Gossip Girl, The CW
2. The gold sequin dress
Image: Pinterest · Gossip Girl, The CW
3. Peacoat and stripes
Image: Pinterest · Gossip Girl, The CW
4. Sequin cardigan and the Constance plaid
The school uniform, Serena-style: a sparkly cardigan, the plaid skirt and over-the-knee socks.
Image: Pinterest · Gossip Girl, The CW
5. A purple tunic and tights
Image: Pinterest · Gossip Girl, The CW
6. White turtleneck and a camel coat
Image: Pinterest · Gossip Girl, The CW
7. Denim vest and grey jeans
Image: Pinterest · Gossip Girl, The CW
8. All black and a slouchy bag
Image: Pinterest · Gossip Girl, The CW
9. Tall boots and a yellow cab
Image: Pinterest · Gossip Girl, The CW
10. The polka-dot bag
Image: Pinterest · Gossip Girl, The CW
11. The cotillion gown
White and gold, full-skirted and very Upper East Side.
Image: Pinterest · Gossip Girl, The CW
12. A short gold party dress
Image: Pinterest · Gossip Girl, The CW
13. The strapless gold gown
Image: Pinterest · Gossip Girl, The CW
14. Grey lace for the ballet
Image: Pinterest · Gossip Girl, The CW
15. Denim jacket and a sequin mini
Image: Pinterest · Gossip Girl, The CW
16. A grey dress with a studded hem
Image: Pinterest · Gossip Girl, The CW
17. Black lace and layered necklaces
Image: Pinterest · Gossip Girl, The CW
18. Cobalt trousers
Image: Pinterest · Gossip Girl, The CW
19. Burgundy blazer and leggings
Image: Pinterest · Gossip Girl, The CW
20. The plaid coat
Image: Pinterest · Gossip Girl, The CW
21. A draped grey blouse
Image: Pinterest · Gossip Girl, The CW
22. Boho print and a long scarf
Image: Pinterest · Gossip Girl, The CW
23. Brown jacket, plaid shorts, tall boots
Image: Pinterest · Gossip Girl, The CW
How to dress like Serena today
Mix one shiny thing into a plain day outfit, like a sequinned skirt under a denim jacket or a metallic top with grey jeans. Add tall boots, a big soft bag and a stack of necklaces. Leave your hair a little messy and your shirt half-tucked. For a big night, go gold. Serena’s secret is looking like she just rolled out of bed somewhere glamorous.
Frequently asked questions
Who designed Serena’s costumes in Gossip Girl?
Eric Daman was the costume designer of Gossip Girl (2007–2012).
How is Serena’s style different from Blair’s?
Blair is preppy and polished, with headbands, tights and ladylike dresses. Serena is boho and relaxed, with boots, jackets, sequins and messy hair. You can read our list of Blair Waldorf’s best outfits to compare.
Who plays Serena van der Woodsen?
Blake Lively, for all six seasons of the original series.
Images are embedded from Pinterest and remain the property of their owners. Gossip Girl © Warner Bros. Television / The CW.






Leave a Reply